Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids

Four sulfonic resins are able to promote the hydrolysis of several epoxyfatty esters becoming a very interesting strategy to obtain polyols from epoxyfatty derivatives. The choice of the aqueous solvent and temperature is critical to improve the accessibility of reagents to the acidic catalytic site...

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Detalles Bibliográficos
Autores: Dorado, Vicente, Herrerías, Clara I., Fraile, José M.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/339231
Acceso en línea:http://hdl.handle.net/10261/339231
Access Level:acceso abierto
Palabra clave:Epoxide hydrolysis
Fatty epoxides
Sulfonic solids
Polyhydroxylated fatty esters
Heterogeneous catalysis
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spelling Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acidsDorado, VicenteHerrerías, Clara I.Fraile, José M.Epoxide hydrolysisFatty epoxidesSulfonic solidsPolyhydroxylated fatty estersHeterogeneous catalysisFour sulfonic resins are able to promote the hydrolysis of several epoxyfatty esters becoming a very interesting strategy to obtain polyols from epoxyfatty derivatives. The choice of the aqueous solvent and temperature is critical to improve the accessibility of reagents to the acidic catalytic sites. Tert-butanol/water mixture as solvent at 80 °C allows to obtain good results with all resins. The recovery of the heterogeneous catalyst during at least 11 reaction cycles avoids the drawbacks of the homogeneous ones including corrosion problems. In addition, this procedure can be applied to several epoxyfatty esters with different chain size, stereochemistry of the epoxide or with additional functionalities, obtaining good yields of structurally different polyols.This work was financially supported by the Spanish Agencia Estatal de Investigación (projects RTI2018–093431-B-I00 and PID2021–125762NB-I00), the Gobierno de Aragón (E37_23R group) and co-financed with Feder 2014–2020 “Construyendo Europa desde Aragón”.Peer reviewedElsevierMinisterio de Ciencia, Innovación y Universidades (España)Agencia Estatal de Investigación (España)European CommissionGobierno de AragónConsejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]202320232023info:eu-repo/semantics/articlehttp://purl.org/coar/resource_type/c_6501Publisher's versioninfo:eu-repo/semantics/publishedVersionapplication/pdfhttp://hdl.handle.net/10261/339231reponame:DIGITAL.CSIC. Repositorio Institucional del CSICinstname:Consejo Superior de Investigaciones Científicas (CSIC)Inglés#PLACEHOLDER_PARENT_METADATA_VALUE##PLACEHOLDER_PARENT_METADATA_VALUE#info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-093431-B-I00info:eu-repo/grantAgreement/AEI//PID2021–125762NB-I00The underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1016/j.mcat.2023.113282https://doi.org/10.1016/j.mcat.2023.113282Síinfo:eu-repo/semantics/openAccessoai:digital.csic.es:10261/3392312026-05-22T06:33:51Z
dc.title.none.fl_str_mv Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
title Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
spellingShingle Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
Dorado, Vicente
Epoxide hydrolysis
Fatty epoxides
Sulfonic solids
Polyhydroxylated fatty esters
Heterogeneous catalysis
title_short Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
title_full Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
title_fullStr Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
title_full_unstemmed Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
title_sort Catalytic hydrolysis of epoxyfatty esters with solid sulfonic acids
dc.creator.none.fl_str_mv Dorado, Vicente
Herrerías, Clara I.
Fraile, José M.
author Dorado, Vicente
author_facet Dorado, Vicente
Herrerías, Clara I.
Fraile, José M.
author_role author
author2 Herrerías, Clara I.
Fraile, José M.
author2_role author
author
dc.contributor.none.fl_str_mv Ministerio de Ciencia, Innovación y Universidades (España)
Agencia Estatal de Investigación (España)
European Commission
Gobierno de Aragón
Consejo Superior de Investigaciones Científicas [https://ror.org/02gfc7t72]
dc.subject.none.fl_str_mv Epoxide hydrolysis
Fatty epoxides
Sulfonic solids
Polyhydroxylated fatty esters
Heterogeneous catalysis
topic Epoxide hydrolysis
Fatty epoxides
Sulfonic solids
Polyhydroxylated fatty esters
Heterogeneous catalysis
description Four sulfonic resins are able to promote the hydrolysis of several epoxyfatty esters becoming a very interesting strategy to obtain polyols from epoxyfatty derivatives. The choice of the aqueous solvent and temperature is critical to improve the accessibility of reagents to the acidic catalytic sites. Tert-butanol/water mixture as solvent at 80 °C allows to obtain good results with all resins. The recovery of the heterogeneous catalyst during at least 11 reaction cycles avoids the drawbacks of the homogeneous ones including corrosion problems. In addition, this procedure can be applied to several epoxyfatty esters with different chain size, stereochemistry of the epoxide or with additional functionalities, obtaining good yields of structurally different polyols.
publishDate 2023
dc.date.none.fl_str_mv 2023
2023
2023
dc.type.none.fl_str_mv info:eu-repo/semantics/article
http://purl.org/coar/resource_type/c_6501
Publisher's version
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/10261/339231
url http://hdl.handle.net/10261/339231
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv #PLACEHOLDER_PARENT_METADATA_VALUE#
#PLACEHOLDER_PARENT_METADATA_VALUE#
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-093431-B-I00
info:eu-repo/grantAgreement/AEI//PID2021–125762NB-I00
The underlying dataset has been published as supplementary material of the article in the publisher platform at DOI 10.1016/j.mcat.2023.113282
https://doi.org/10.1016/j.mcat.2023.113282
Sí
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv Elsevier
publisher.none.fl_str_mv Elsevier
dc.source.none.fl_str_mv reponame:DIGITAL.CSIC. Repositorio Institucional del CSIC
instname:Consejo Superior de Investigaciones Científicas (CSIC)
instname_str Consejo Superior de Investigaciones Científicas (CSIC)
reponame_str DIGITAL.CSIC. Repositorio Institucional del CSIC
collection DIGITAL.CSIC. Repositorio Institucional del CSIC
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repository.mail.fl_str_mv
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